Skip to Content
Merck
All Photos(1)

Documents

134228

Sigma-Aldrich

5-Methyltryptamine hydrochloride

98%

Synonym(s):

3-(2-Aminoethyl)-5-methylindole hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H14N2 · HCl
CAS Number:
1010-95-3
Molecular Weight:
210.70
EC Number:
213-777-8
MDL number:
MFCD00012683
UNSPSC Code:
12352100
PubChem Substance ID:
24848138
NACRES:
NA.22

Assay

98%

form

powder

mp

289-292 °C (dec.) (lit.)

solubility

H2O: soluble 50 mg/mL, clear, yellow

SMILES string

Cl.Cc1ccc2[nH]cc(CCN)c2c1

InChI

1S/C11H14N2.ClH/c1-8-2-3-11-10(6-8)9(4-5-12)7-13-11;/h2-3,6-7,13H,4-5,12H2,1H3;1H

InChI key

RBHDFGBPJGEYCK-UHFFFAOYSA-N

Application

5-Methyltryptamine hydrochloride was used to study the mechanism of metabolism of 9-methyl 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine in rats. It was used as internal standard in the determination of urinary metabolites of 5-methoxy-N,N-diisopropyltryptamine in humans. It was used as reactant in:
  • synthesis of kinesin spindle protein (KSP) inhibitors
  • intramolecular furan Diels-Alder reactions
  • Pictet-Spengler-like reactions
  • reactant in synthesis of kinesin spindle protein (KSP) inhibitors
  • reactant in intramolecular furan Diels-Alder reactions
  • reactant in Pictet-Spengler-like reactions

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ruan, X., et al.
Huaxue Xuebao, 66, 1731-1731 (2008)
"Pictet-Spengler-like" Synthesis of Tetrahydro-beta-carbolines under Hydrolytic Conditions. Direct Use of Azalactones as Phenylacetaldehyde Equivalents.
James E. Audia et al.
The Journal of organic chemistry, 61(22), 7937-7939 (1996-11-01)
J Sallés et al.
Brain research. Molecular brain research, 20(1-2), 111-117 (1993-10-01)
The activation of phospholipase C (PLC) was examined in membranes of rat cerebral cortex simultaneously exposed to monoaminergic receptor and muscarinic receptor agonists after the treatment of membranes with two alkylating agents, N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (100 microM EEDQ) and propylbenzilylcholine (10 nM
D J Cushing et al.
Life sciences, 54(22), 1671-1680 (1994-01-01)
The identity of the serotonin (5-HT) receptor(s) that mediate(s) contraction in canine coronary artery and saphenous vein remains controversial. Ring segments of endothelium-denuded coronary artery and helical strips of saphenous vein were suspended in organ chambers for measurement of isometric
Fokas, D., et al.
Tetrahedron Letters, 44, 5137-5137 (2003)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service